JP4380802B2 - 医薬用エアロゾル組成物 - Google Patents
医薬用エアロゾル組成物 Download PDFInfo
- Publication number
- JP4380802B2 JP4380802B2 JP50162299A JP50162299A JP4380802B2 JP 4380802 B2 JP4380802 B2 JP 4380802B2 JP 50162299 A JP50162299 A JP 50162299A JP 50162299 A JP50162299 A JP 50162299A JP 4380802 B2 JP4380802 B2 JP 4380802B2
- Authority
- JP
- Japan
- Prior art keywords
- aerosol
- composition
- mmad
- propellant
- inhaler
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- QMYDVDBERNLWKB-UHFFFAOYSA-N propane-1,2-diol;hydrate Chemical compound O.CC(O)CO QMYDVDBERNLWKB-UHFFFAOYSA-N 0.000 description 1
- MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000006068 taste-masking agent Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 239000005526 vasoconstrictor agent Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/12—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
- A61K9/008—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy comprising drug dissolved or suspended in liquid propellant for inhalation via a pressurized metered dose inhaler [MDI]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dispersion Chemistry (AREA)
- Otolaryngology (AREA)
- Pulmonology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9712434A GB2326334A (en) | 1997-06-13 | 1997-06-13 | Pharmaceutical aerosol compositions |
| GB9712434.1 | 1997-06-13 | ||
| PCT/EP1998/003533 WO1998056349A1 (en) | 1997-06-13 | 1998-06-10 | Pharmaceutical aerosol composition |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2000516965A JP2000516965A (ja) | 2000-12-19 |
| JP2000516965A5 JP2000516965A5 (enrdf_load_html_response) | 2005-12-08 |
| JP4380802B2 true JP4380802B2 (ja) | 2009-12-09 |
Family
ID=10814179
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50162299A Expired - Lifetime JP4380802B2 (ja) | 1997-06-13 | 1998-06-10 | 医薬用エアロゾル組成物 |
Country Status (44)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002530316A (ja) * | 1998-11-25 | 2002-09-17 | キエシ・フアルマチエウテイチ・ソチエタ・ペル・アチオニ | Ｈｆａ２２７およびｈｆａ１３７を含有する製薬学的エアゾル組成物 |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9616237D0 (en) | 1996-08-01 | 1996-09-11 | Norton Healthcare Ltd | Aerosol formulations |
| US20010031244A1 (en) | 1997-06-13 | 2001-10-18 | Chiesi Farmaceutici S.P.A. | Pharmaceutical aerosol composition |
| DZ2947A1 (fr) | 1998-11-25 | 2004-03-15 | Chiesi Farma Spa | Inhalateur à compteur de dose sous pression. |
| IT1313553B1 (it) | 1999-07-23 | 2002-09-09 | Chiesi Farma Spa | Formulazioni ottimizzate costituite da soluzioni di steroidi dasomministrare per inalazione. |
| ES2274803T3 (es) | 1999-09-11 | 2007-06-01 | Glaxo Group Limited | Formulacion farmaceutica de propionato de fluticasona. |
| DE60017450T2 (de) * | 1999-11-23 | 2006-03-02 | Glaxo Group Ltd., Greenford | Pharmazeutische formulierungen enthaltend salmeterol |
| WO2001047493A1 (en) * | 1999-12-24 | 2001-07-05 | Glaxo Group Limited | Pharmaceutical aerosol formulation of salmeterol and fluticasone propionate |
| IT1317846B1 (it) | 2000-02-22 | 2003-07-15 | Chiesi Farma Spa | Formulazioni contenenti un farmaco anticolinergico per il trattamentodella broncopneumopatia cronica ostruttiva. |
| IT1318514B1 (it) * | 2000-05-12 | 2003-08-27 | Chiesi Farma Spa | Formulazioni contenenti un farmaco glucocorticosteroide per iltrattamento di patologie broncopolmonari. |
| AU2000250701B2 (en) | 2000-05-22 | 2004-07-01 | Chiesi Farmaceutici S.P.A. | Stable pharmaceutical solution formulations for pressurised metered dose inhalers |
| WO2002072067A2 (en) * | 2001-03-12 | 2002-09-19 | Glaxo Group Limited | Pharmaceutical aerosol formulation |
| DE60103527T2 (de) | 2001-07-02 | 2005-06-16 | Chiesi Farmaceutici S.P.A. | Optimierte Tobramycin-Formulierung zur Aerosolbildung |
| EP1340492A1 (en) * | 2002-03-01 | 2003-09-03 | CHIESI FARMACEUTICI S.p.A. | Aerosol formulations for pulmonary administration of medicaments having systemic effects |
| HUE044926T2 (hu) | 2002-03-01 | 2019-11-28 | Chiesi Farm Spa | Szuperfinom formoterolkészítmény |
| EP1340503A1 (en) * | 2002-03-01 | 2003-09-03 | CHIESI FARMACEUTICI S.p.A. | Solution aerosol formulation containing esters of 3, 17-dihydroxy oestratriene derivates for pulmonary delivery |
| DE10214263A1 (de) * | 2002-03-28 | 2003-10-16 | Boehringer Ingelheim Pharma | HFA-Suspensionsformulierungen enthaltend ein Anticholinergikum |
| EP1369113B1 (en) * | 2002-06-06 | 2006-11-22 | CHIESI FARMACEUTICI S.p.A. | Solubilisation of drugs in HFA propellant by means of emulsions |
| JP2006516545A (ja) * | 2003-02-04 | 2006-07-06 | クリサリス テクノロジーズ インコーポレイテッド | パーフルオロカーボン及びハイドロフルオロカーボン製剤及びその製法及び使用法 |
| EP1915985A1 (en) * | 2003-03-20 | 2008-04-30 | Boehringer Ingelheim Pharmaceuticals Inc. | Formulation for a Metered Dose Inhaler Using Hydro-Fluoro-Alkanes as Propellants |
| NZ542957A (en) * | 2003-03-20 | 2008-09-26 | Boehringer Ingelheim Pharma | Formulation for a metered dose inhaler using hydro-fluoro-alkanes as propellants |
| EP1595531A1 (en) | 2004-05-13 | 2005-11-16 | CHIESI FARMACEUTICI S.p.A. | Stable pharmaceutical solution formulations for pressurized metered dose inhalers |
| DK1809243T4 (da) | 2004-07-02 | 2022-09-05 | Boehringer Ingelheim Int | Aerosolsuspensionsformuleringer med tg 227 ea som drivmiddel |
| DE102006017320A1 (de) | 2006-04-11 | 2007-10-18 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Aerosolsuspensionsformulierungen mit TG 227 ea oder TG 134 a als Treibmittel |
| GB0621707D0 (en) * | 2006-10-31 | 2006-12-13 | Univ London Pharmacy | Formulations for delivery via pressurised metered dose inhalers |
| GB0712454D0 (en) | 2007-06-27 | 2007-08-08 | Generics Uk Ltd | Pharmaceutical compositions |
| WO2009061273A1 (en) * | 2007-11-07 | 2009-05-14 | Astrazeneca Ab | Dry powder formulations comprising ascorbic acid derivates |
| CN103079619B (zh) * | 2010-09-06 | 2017-03-01 | 奇斯药制品公司 | 计量剂量吸入器和使用该计量剂量吸入器的方法 |
| JP5409594B2 (ja) * | 2010-12-22 | 2014-02-05 | キエシ・フアルマチエウテイチ・ソチエタ・ペル・アチオニ | 加圧式定量吸入器のための安定な製薬学的溶液製剤 |
| JP6335798B2 (ja) | 2012-02-28 | 2018-05-30 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規噴射剤含有チオトロピウム製剤 |
| RU2504402C1 (ru) * | 2012-11-20 | 2014-01-20 | Шолекс Девелопмент Гмбх | Ингаляционный состав в форме аэрозоля для лечения бронхиальной астмы и хронической обструктивной болезни легких |
| GB201402513D0 (en) | 2014-02-13 | 2014-04-02 | Cardiff Scintigraphics Ltd | Pressurised metered dose inhalers and method of manufacture |
| WO2016018892A1 (en) | 2014-07-29 | 2016-02-04 | 3M Innovative Properties Company | Method of preparing a pharmaceutical composition |
| MA43782A (fr) | 2016-03-31 | 2021-04-28 | Chiesi Farm Spa | Dispositif d'inhalation d'aérosol |
| EP3610877A1 (en) * | 2016-09-19 | 2020-02-19 | Mexichem Fluor S.A. de C.V. | Pharmaceutical composition |
| WO2025039045A1 (en) * | 2023-08-23 | 2025-02-27 | Inhaler Supplies Pty Ltd | Inhalable formulation for volatile actives |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63503304A (ja) † | 1986-03-10 | 1988-12-02 | ブルグハルト，クルト | 医薬製剤およびその製造方法 |
| EP0259383B1 (de) † | 1986-03-10 | 1991-01-23 | Kurt Dr. Burghart | Pharmazeutikum sowie verfahren zu seiner herstellung |
| US4899874A (en) † | 1988-04-26 | 1990-02-13 | Rehrig-Pacific Company, Inc. | Stackable low depth bottle case |
| GB8828477D0 (en) * | 1988-12-06 | 1989-01-05 | Riker Laboratories Inc | Medical aerosol formulations |
| US5225183A (en) † | 1988-12-06 | 1993-07-06 | Riker Laboratories, Inc. | Medicinal aerosol formulations |
| DE3905726A1 (de) * | 1989-02-24 | 1990-08-30 | Hoechst Ag | Druckgaspackung und treibmittel fuer aerosole |
| ES2064160T3 (es) † | 1990-10-18 | 1995-01-16 | Minnesota Mining & Mfg | Formulacion de aerosol que comprende 17,21-dipropionato de beclometasona. |
| GB9024365D0 (en) * | 1990-11-09 | 1991-01-02 | Glaxo Group Ltd | Medicaments |
| EP0504112A3 (en) * | 1991-03-14 | 1993-04-21 | Ciba-Geigy Ag | Pharmaceutical aerosol formulations |
| HUT67449A (en) * | 1991-06-10 | 1995-04-28 | Schering Corp | Aerosol formulations containing 1,1,1,2,3,3,3-heptafluoropropane |
| US6503482B1 (en) † | 1991-06-10 | 2003-01-07 | Schering Corporation | Non-chlorofluorocarbon aerosol formulations |
| DE4123668A1 (de) * | 1991-07-17 | 1993-01-21 | Rovema Gmbh | Verfahren und vorrichtung zur zufuehrung von folienmaterial zu einer intermittierend arbeitenden schlauchbeutelmaschine |
| DE4123663A1 (de) * | 1991-07-17 | 1993-01-21 | Schwabe Willmar Gmbh & Co | Aerosol-zubereitung und verwendung eines treibmittels dafuer |
| WO1993011745A1 (en) * | 1991-12-12 | 1993-06-24 | Glaxo Group Limited | Medicaments |
| EP0617610B1 (en) * | 1991-12-18 | 1997-03-19 | Minnesota Mining And Manufacturing Company | Suspension aerosol formulations |
| GB2288978B (en) * | 1992-12-09 | 1997-04-09 | Boehringer Ingelheim Pharma | Hydrocarbon inhalant solutions stabilised by organic or inorganic acids |
| US5502076A (en) * | 1994-03-08 | 1996-03-26 | Hoffmann-La Roche Inc. | Dispersing agents for use with hydrofluoroalkane propellants |
| US5508023A (en) * | 1994-04-11 | 1996-04-16 | The Center For Innovative Technology | Pharmaceutically acceptable agents for solubilizing, wetting, emulsifying, or lubricating in metered dose inhaler formulations which use HFC-227 propellant |
| US5534242A (en) † | 1994-05-02 | 1996-07-09 | Henry; Richard A. | Lidocaine-vasoconstrictor aerosol preparation |
| DE69523301T2 (de) † | 1994-05-13 | 2002-07-04 | Aradigm Corp., Hayward | Ein narkotikum enthaltende aerosolformulierung |
| US5653961A (en) † | 1995-03-31 | 1997-08-05 | Minnesota Mining And Manufacturing Company | Butixocort aerosol formulations in hydrofluorocarbon propellant |
| US5635161A (en) † | 1995-06-07 | 1997-06-03 | Abbott Laboratories | Aerosol drug formulations containing vegetable oils |
| GB9517998D0 (en) † | 1995-09-04 | 1995-11-08 | Bioglan Lab Ltd | Compositions and device for their administration |
| EP0914143A1 (en) * | 1996-07-08 | 1999-05-12 | Rhone-Poulenc Rorer Limited | Medicinal cyclosporin-a aerosol solution formulation |
| ATE301991T1 (de) † | 1996-12-04 | 2005-09-15 | Link Products Ltd | Arzneimittel zusammensetzungen und vorrichtungen zu deren verabreichung |
| ES2178817T3 (es) † | 1997-02-05 | 2003-01-01 | Jago Res Ag | Formulaciones medicinales de aerosol. |
-
1997
- 1997-06-13 GB GB9712434A patent/GB2326334A/en not_active Withdrawn
- 1997-07-28 IT IT97MI001798A patent/IT1293803B1/it active IP Right Grant
-
1998
- 1998-06-10 SK SK176-99A patent/SK284430B6/sk not_active IP Right Cessation
- 1998-06-10 HU HU0001339A patent/HU228487B1/hu unknown
- 1998-06-10 PL PL98331531A patent/PL193721B1/pl unknown
- 1998-06-10 AT AT98937474T patent/ATE222751T1/de active
- 1998-06-10 IL IL12848498A patent/IL128484A/en not_active IP Right Cessation
- 1998-06-10 DK DK98937474T patent/DK0920302T4/da active
- 1998-06-10 CA CA002263445A patent/CA2263445C/en not_active Expired - Lifetime
- 1998-06-10 ES ES98937474T patent/ES2182351T5/es not_active Expired - Lifetime
- 1998-06-10 PT PT98937474T patent/PT920302E/pt unknown
- 1998-06-10 EA EA199900201A patent/EA001259B1/ru not_active IP Right Cessation
- 1998-06-10 CN CNB988008300A patent/CN1138532C/zh not_active Expired - Lifetime
- 1998-06-10 BR BRPI9805993-9A patent/BR9805993B1/pt active IP Right Grant
- 1998-06-10 JP JP50162299A patent/JP4380802B2/ja not_active Expired - Lifetime
- 1998-06-10 TR TR1999/00288T patent/TR199900288T1/xx unknown
- 1998-06-10 AU AU86262/98A patent/AU729966B2/en not_active Expired
- 1998-06-10 ME MEP-440/08A patent/MEP44008A/xx unknown
- 1998-06-10 DE DE69807420T patent/DE69807420T3/de not_active Expired - Lifetime
- 1998-06-10 EP EP02007496A patent/EP1219293A3/en not_active Withdrawn
- 1998-06-10 WO PCT/EP1998/003533 patent/WO1998056349A1/en active IP Right Grant
- 1998-06-10 SI SI9830245T patent/SI0920302T2/sl unknown
- 1998-06-10 CZ CZ1999462A patent/CZ295521B6/cs not_active IP Right Cessation
- 1998-06-10 ME MEP-2008-440A patent/ME00333B/me unknown
- 1998-06-10 EE EEP199900055A patent/EE03664B1/xx unknown
- 1998-06-10 KR KR1019997001274A patent/KR100546239B1/ko not_active Expired - Lifetime
- 1998-06-10 NZ NZ334149A patent/NZ334149A/xx not_active IP Right Cessation
- 1998-06-10 EP EP98937474A patent/EP0920302B2/en not_active Expired - Lifetime
- 1998-06-10 ID IDW990051A patent/ID21491A/id unknown
- 1998-06-10 GE GEAP19984709A patent/GEP20012462B/en unknown
- 1998-06-10 RS YUP-69/99A patent/RS51274B/sr unknown
- 1998-06-12 CO CO98033837A patent/CO4940408A1/es unknown
- 1998-06-12 ZA ZA985136A patent/ZA985136B/xx unknown
- 1998-06-12 MA MA25113A patent/MA26507A1/fr unknown
- 1998-06-12 TN TNTNSN98087A patent/TNSN98087A1/fr unknown
- 1998-06-12 HR HR980317A patent/HRP980317B1/xx not_active IP Right Cessation
- 1998-06-12 MY MYPI98002641A patent/MY119074A/en unknown
- 1998-06-12 AR ARP980102805A patent/AR012977A1/es not_active Application Discontinuation
- 1998-06-13 DZ DZ980126A patent/DZ2516A1/xx active
- 1998-06-18 IN IN1604DE1998 patent/IN189317B/en unknown
- 1998-07-08 TW TW087111036A patent/TW555570B/zh not_active IP Right Cessation
- 1998-10-06 UA UA99020906A patent/UA70289C2/uk unknown
- 1998-11-25 SA SA98190821A patent/SA98190821B1/ar unknown
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1999
- 1999-02-09 NO NO19990594A patent/NO327775B1/no not_active IP Right Cessation
- 1999-02-11 IS IS4974A patent/IS2435B/is unknown
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002530316A (ja) * | 1998-11-25 | 2002-09-17 | キエシ・フアルマチエウテイチ・ソチエタ・ペル・アチオニ | Ｈｆａ２２７およびｈｆａ１３７を含有する製薬学的エアゾル組成物 |
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| Publication | Publication Date | Title |
|---|---|---|
| JP4380802B2 (ja) | 医薬用エアロゾル組成物 | |
| US8420058B2 (en) | Pharmaceutical aerosol composition | |
| KR100794060B1 (ko) | 에어로졸 약제 조성물 | |
| AU774250B2 (en) | Pharmaceutical aerosol composition |
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